(2,3,4-Triacetyloxy-6-diazo-5-oxohexyl) acetate

Base Information

• Chemical Name: (2,3,4-Triacetyloxy-6-diazo-5-oxohexyl) acetate
• CAS No.: 6632-53-7
• Molecular Formula: C14H18 N2 O9
• Molecular Weight: 358.305
• NSC Number: 46394
• DSSTox Substance ID: DTXSID10421580
• Mol file: 6632-53-7.mol

Synonyms:NSC46394;6632-53-7;DTXSID10421580;NSC-46394

Chemical Property of (2,3,4-Triacetyloxy-6-diazo-5-oxohexyl) acetate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 13
• Exact Mass: 358.10123016
• Heavy Atom Count: 25
• Complexity: 595

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(C(C(C(=O)C=[N+]=[N-])OC(=O)C)OC(=O)C)OC(=O)C

Technology Process of (2,3,4-Triacetyloxy-6-diazo-5-oxohexyl) acetate

There total 2 articles about (2,3,4-Triacetyloxy-6-diazo-5-oxohexyl) acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tetra-O-acetyl-D-ribonic acid (61212-28-0) → tetra-O-acetyl-1-diazo-keto-D-1-deoxy-psicose (6632-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; PCl₅

2: diethyl ether

With diethyl ether; phosphorus pentachloride;

DOI:10.1021/ja01226a052

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + tetra-O-acetyl-D-ribonic acid chloride (18968-65-5) → tetra-O-acetyl-1-diazo-keto-D-1-deoxy-psicose (6632-53-7)

Guidance literature:

With diethyl ether;

DOI:10.1021/ja01226a052

Reference yield:

tetra-O-acetyl-1-diazo-keto-D-1-deoxy-psicose (6632-53-7) → D-psicose (551-68-8,18875-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: copper (II)-acetate

2: barium hydroxide; water

With barium dihydroxide; water; copper diacetate;

DOI:10.1021/ja01226a052

upstream raw materials:

diazomethane

tetra-O-acetyl-D-ribonic acid chloride

tetra-O-acetyl-D-ribonic acid

Downstream raw materials:

3,4,5,6-Tetra-O-acetyl-1-deoxy-D-psicose

D-psicose